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Connect/Disconnect to Calibre

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What is the proper way of connecting my Kobo to the PC (Calibre) when running Koreader? Standard setting seems to be that it doesn't connect at all (only charges the Kobo).
Do I have to enable and disable the USB connection everytime I want to connect and disconnect, respectively, my device with Calibre?

I've seen that there's an option of connecting via WIFI. Would you recommend that option over cable connection? Are there any advantages, besides not having to connect a cable?

In short: I'm looking for the most convenient way to get books on my kobo (Koreader), preferable structured a certain way.


EDIT:
Figured out how to create a hidden folder under Windows: create folder named ".foldername."
The trailing dot disappears after hitting enter key.

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